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HomeProduct name listD-(+)-Camphoric acid

D-(+)-Camphoric acid

Synonym(s):(+)-Camphoric acid;(1R,3S)-1,2,2-Trimethyl-1,3-cyclopentanedicarboxylic acid

  • CAS NO.:124-83-4
  • Empirical Formula: C10H16O4
  • Molecular Weight: 200.23
  • MDL number: MFCD00001375
  • EINECS: 204-715-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-06-30 15:45:59
D-(+)-Camphoric acid Structural

What is D-(+)-Camphoric acid?

Chemical properties

white to light yellow crystal powde

The Uses of D-(+)-Camphoric acid

D-(+)-Camphoric acid is used primarily as a reagent in syntheses of crystalline structures. It is used in the preparation of polymeric transition metal dipyridylamine D-camphorate complexes.

The Uses of D-(+)-Camphoric acid

(1R,3S)-(+)-Camphoric acid may be used in the preparation (1R,2S,3R,5S)-2,3-dibenzyl-1,8,8-trimethyl-3-thianiumbicyclo[3.2.1]octane perchlorate. It reacts with uranyl nitrate in pyridine(py) or py/methanol(MeOH) to form novel uranyl-organic assemblages.

Definition

ChEBI: (?)-Camphoric acid is a dicarboxylic acid.

General Description

Camphoric acid is a diacid, generally prepared by the oxidation of terpene (+)-camphor. It can be used as a chirality inducing agent in some organic reactions.

storage

+4°C

Purification Methods

Purify the acid by re-precipitation from an alkaline solution by HCl, filter it off, and recrystallise it from water several times, rejecting the first crop. It forms leaflets from EtOH and Me2CO and H2O and is insoluble in CHCl3. Its solubility in H2O is 0.8% at 25o and 10% at 100o, 50% in EtOH and 5% in ethylene glycol. The (±)-acid has m 202-203o. The (+)-1-methyl ester has m 86o (from pet ether) [] 20 +45o (c 4, EtOH), and the (+)-3-methyl ester has m 77o (from pet ether) []17.5 +53.9o (c 3, EtOH). [Rupe & Thommen Helv Chim Acta 30 933

Properties of D-(+)-Camphoric acid

Melting point: 186-189 °C
Boiling point: 297.96°C (rough estimate)
alpha  46.5 º (c=10, C2H5OH)
Density  1.1860
refractive index  1.4459 (estimate)
storage temp.  Sealed in dry,Room Temperature
solubility  DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
form  Crystalline Powder
pka pK1: 4.57;pK2: 5.10 (25°C)
color  White
optical activity [α]20/D 46°, c = 1 in ethanol
Water Solubility  0.8 g/100 mL
Merck  14,1733
BRN  2050204
CAS DataBase Reference 124-83-4(CAS DataBase Reference)
NIST Chemistry Reference D-camphoric acid(124-83-4)
EPA Substance Registry System 1,3-Cyclopentanedicarboxylic acid, 1,2,2-trimethyl-, (1R,3S)- (124-83-4)

Safety information for D-(+)-Camphoric acid

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.

Computed Descriptors for D-(+)-Camphoric acid

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